Journal of Organic Chemistry p. 4360 - 4364 (1991)
Update date:2022-08-17
Topics:
Chen, Jian Lu
Moore, Richard E.
Patterson, Gregory M. L.
Nostocyclophanes A-D are the cytotoxins associated with the blue-green alga Nostoc linckia (Roth) Bornet ex Bornet <*> Flahault (UTEX B1932).The gross structures of these <7.7>paracyclophanes have been elucidated by mass and NMR spectral analyses and the relative and absolute stereochemistry of nostocyclophane D determined by X-ray crystallography.Since the CD spectra of the four compounds are essentially identical, nostocyclophanes A-D are proposed to have the same stereochemistry.The sugar unit in nostocyclophanes A and B has been shown to be D-glucose by semisynthesis of nostocyclophane B 9-O-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside from nostocyclophanes B and D.
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